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Vacation Rentals & House Rentals in Kissimmee

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310 house rentals

1.5 M to Disney,From $70/nt,3BR 1600 sqft Townhome

Kissimmee apartment

3 bedrooms / 3 bathrooms / sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 32 minutes

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Price per night from

$109

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$101

Tranquil Holiday Home-Games Room, Private Pool, WiFi, Disney/Orlando

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Very good experience my family enjoyed the stay” On arrival the house is nice looking amenities some were out dated game room equipment could have been better condition. The pool was perfect the living room furniture is shabby the bedrooms were fine.The experience was very good my family enjoyed the stay and as a result so did i.

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$155

Beautiful Disney Home-Private Pool, WiFi, Disney/Orlando

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Very nice house, nice pool and pool area” Enjoyed our three week stay at this rental. The house was quite nice and the pool and pool areas were terrific. The house is in a very good neighbourhood but is quite a long way from grocery or retail shopping. Some information in the rental instructions would have been helpful. Property manager was helpful when needed.

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$155

House of Views - Private SF Pool, Lakeview, GamesRm, WiFi

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Family Getaway” This was a beautiful well decorated house. The pictures really did not do it justice, but more than the house we fell in love with the Crescent Lakes community. We were really close to all of the major attractions and shops but out of the hustle and bustle of the city. It honestly felt as if we were in the country. There is wildlife everywhere you turn, from the resident alligator that came to welcome us the first day to the many species of birds. We even saw a deer come out the woods behind the house. The kids really enjoyed it. We took walks everyday from the house to each of Crescent Lakes two parks. There is also 24 security service that drives around. It makes you feel very secure. As for management, I must say they were quick to resolve any issues we had. This was one vacation that we will never forget and are sure to repeat.

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$155

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$126

** The Beautiful Palm Oasis Villa at Emerald Island Resort **

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

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Price per night from

$286

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

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$242

Luxury 3BR-South Facing Pool, Lake View, Free Spa Heat, BBQ, Games Room-Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$155

4BR-2 King-Large Pool/Spa-GamesRm-ROKU-WiFi

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Excellent and beautiful home! My family loved it!!” It was absolutely gorgeous and it was beyond even our best expectations. The home was very clean and beautifully decorated and had everything we needed that we couldn't bring from our own home. Our kids didn't even want to leave the home because of the pool would have rather stay here than go anywhere else LOL

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$161

✦ 3 Bedrooms 3 Bathrooms Town Home - Few Miles to Disney World ✦

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 7

“Excellent Property” The property we rented at Crestwynd was wonderful. We had an excellent stay in this home, it was so so close to the parks and the other vacationers in the resort was very nice. The home was very clean and my kids loved their theme rooms. We wished we could stay longer, our kids are already asking us when we can go back! When we come back again, we would definitely not hesitate to book this home again!

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$77

6BR-SF Pool, Free Spa Heat, Games Room, WIFI, BBQ-Disney/Orlando

Kissimmee house

6 bedrooms / 3 bathrooms / sleeps 14

“Awesome Customer Service and Beautiful Home” My family & I stayed at this beautiful home during Hurricane Irma. Tanya the co-owner of this property is simply amazing. She was prompt in replying to e-mails, texts and calls. We had to cancel because of the path of the hurricane and Tanya took care of that quickly and efficiently. Gave me no problems about it. I realize my mistake when the hurricane path shifted so I called her up several hours later and asked to re-book. She is super friendly and professional and took care of everything for me. The house is clean, spacious and pet friendly. It has a large fridge, gas stove, pool, washer/dryer, game room, computer and the master bedroom is huge! Easily fits everyone and then some! I will definitely stay here again when I'm in the area. Book it! You won't regret it. 5 Stars!

Responds fast! avg. 1 hour 46 minutes

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$224

5 Star Rated Disney Adventure Villa at Windsor Hills Luxury Villa New Water Park

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 16

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

Responds fast! avg. 2 hours 58 minutes

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$228

Amazing - Lakeside Orlando Pool Home! (Pool Heat included from Nov 1 to Mar 31)

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

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$155

Private Villa with Security Gate, Sunset Lakes in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

“Fantastic!” This villa was a great place to stay! Close to Disney parks! You do need a car to get around but everything you need is within a short driving distance. It was awesome! The home itself was clean and well maintained. It was great having a private pool to come back to after we went to the park. We would stay again!

Responds fast! avg. 1 hour 4 minutes

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$149

Windsor Luxury 6Bd Villa Southface Pool/Spa BBQ Near Clubhouse Minutes to Disney

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$915

Beautiful 5 bed/3.5 bath-2 En-suites, Free SPA Heat, WiFi, Disney/Universal.

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 46 minutes

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$172

❤️ Peaceful Haven Just Minutes to Disney ❤️

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Birthday Trip!” I do believe this might have been the funnest trip I've ever taken in my life. Having every single thing just minutes away from you was such a delight and such a pleasure to not have to drive around constantly in the car. This community is gated and seems like a really fun place to actually buy a vacation home. Actually, while we were there we looked into it and might be doing the same thing that this particular person is offering on TripAdvisor as well! First of all, the house was just absolutely amazing... Bigger than my own home even. It was just me, my son and my husband and our house was absolutely humongous. We actually had thought we would have another family with us but it fell through. Everything was clean and perfect. There were many things like dishwasher, laptop, printer, hair dryer, straightener, toiletries, food! When we arrived, we already had some basic needs that were furnished To Us by the owners. It was such a treat to see that they really cared about us to furnish those things! There was a perfect screened in porch out the back over looking a little bit of a water marsh where we got to watch the birds everyday. The wildlife in our particular yard was extremely delightful. From frogs to lizards two birds two cranes we had an amazing time when we were relaxing at home. To my delight, there were also three swimming pools in the complex. One of the pools were in the middle of the community which was right down the street from our home, then there were two others inside the clubhouse which were also fantastic. We really enjoyed the hot tub and sitting underneath the shelter when it started to rain. Since I knew it would be very hot and we would be extremely exhausted, I asked for a maid service halfway through our vacation and I'm so happy I did. It was nice to come home after dinner to a 100% clean house with clean towels and everything perfect. I recommend that you get the service as the cleaning lady does an excellent job! The next time we booked our Walt Disney World vacation I will be using this home again without a doubt. Even though we stayed 7 days, we still did not get to see everything that we wanted to. Next time we come down we are doing 10 to 12 days for sure and cannot wait to come back to Vista Del Lago. I was really surprised on how many friends we made while we were there!! If you are looking for a family home that could easily sleep 7 people, please do yourself a favor and book this, you will be so glad that you did!!

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Price per night from

$229

Still time to book !

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

“Fantastic rental” Great location, safe neighborhood, very clean house, and a great price. Will definitely stay again!!

Responds fast! avg. 16 minutes

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$112

✿Secret Home of Love+Fun | Charming & Beautiful Retreat | Everything Pleasing!✿

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$101

Unique 5 Star Home - Private Pool, Free SOLAR Pool heat, WIFI, BBQ, Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

“Violet lane” Home was clean and charming.We enjoyed the pool and privacy greatly. Owner thought of most anything we may need, except one; toilet paper. This was our first time staying in a private home rather than a hotel so perhaps it isn’t a given but if we had known, it would have saved us an immediate trip to store. I cannot speak for other guests but felt that not starting laundry, despite stating was not mandatory, not doing so may affect my deposit. A few other minor issues: missing ping pong table, “key?” to working slot machines, how, or if, the ice maker worked and where the garage door opener was located(we did find on the furnace in the garage the day before we left), and whether the swinging chair was safe to use, despite the crack, may have been problems easily remedied with a phone call but ultimately not important enough to bother owner and take time away from us. Not meant to be a negative review, it is not. Overall, we had a lovely time and would stay again. However, it seemed important to be honest in regard to our experience.

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$149

**2BR/2Bath Condo Near Disney–gated resort, free Wifi & parking

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

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$102

★Special Home For Special You★At Coral Cay Resort★

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$101

⭐Simple Town Home - Best Deal - Nearby Walt Disney World, Universal, Seaworld⭐

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$101

To Infinity & Beyond - Wonderful family vacation home just 1.5 miles to Disney!!

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

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$103

New Luxury Villa Europa Pool Home /PC&Scan / at West-side /10 min to Disney

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$296

Rider's Castle

Kissimmee house

7 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$286

***NEWLY RENOVATED 2020 - Private Pool - Gated Resort - Free WIFI - Near DISNEY!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Great family rental with plenty of space!” Great rental! Lots of space for our family to spread out and our kids loved the private pool! We will never stay in a hotel again!! We stayed during Hurricane Matthew and felt very safe! Super close to any store/restaurant you could ever want and less than 10 minutes to Disney! The owner Manuel was super easy to work with and very accommodating! I can't say enough about him! My only "negative" comments would be we were not aware toilet paper, garbage bags and paper towel were not unlimited. We ran out during Hurricane Matthew when stores were closed but with a quick email to Manuel, the Clubhouse had some on our doorstep in 10 minutes! Also, the pack n play at the home for our son was not quite as sturdy as what we have at home. But again, after speaking to Manuel I was told he has an actual crib to rent as well.

Responds fast! avg. 1 hour 43 minutes

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Price per night from

$181

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 12

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$246

5BR Beautiful Disney Villa

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 46 minutes

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$189

SUPER Close To Disney, Gameroom, Private Backyard, Lake, Free WiFi, Pool, Spa

Kissimmee house

7 bedrooms / 5 bathrooms / sleeps 17

“Very welcoming and worth it !” Me and my family absolutely loved this vacation house everything was so welcoming and near perfect ! This house is definitely something we will never forget and hopefully when we come back we will be able to rent from kim molnar again ! Everything was to a T ! Thank you so much kim !

Responds fast! avg. 2 hours 5 minutes

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$262

⭐Cozy & Comfortable 3 Bedrooms Town Home - Near Walt Disney World and Universal⭐

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 7

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$77

⭐Simple and Cozy Town Home- 6 Miles from Disney World!⭐

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$101

Prestige 3: New Lux Home, South Fc Lake View, Pool

Kissimmee villa

8 bedrooms / 6 bathrooms / sleeps 20

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Price per night from

$685

✦Lovely and Comfortable 3 Bedrooms Town Home - Near Disney World✦

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$77

Luxurious 1bd 1ba Villa Available April 10-17 2022

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$92

DISNEY WORLD! LOW $'S! ENTIRE NEW Home! King, Queen, Loft Bd, 2 Toddler Bds!

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 54 minutes

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Price per night from

$182

★ Simple and Cozy Town Home - 4 Miles to Walt Disney World & Many Theme Parks ★

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$77

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